Reaktion #316215

Reaktionsgleichung

hydrochloric acid

2-Amino-pyridine-3-carbaldehyde

2-chloro-1-phenyl-ethanone

sodium hydroxide

→

2-phenyl-[1,8]naphthyridin-3-ol

Ausbeute 13.0%

Lösungsmittel

Dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe suspension was hermetically sealed and, in this state
2. 2
   Extraktionthe mixture was extracted
3. 3
   WaschenThe dichloromethane layer was washed with water and saturated brine
4. 4
   Trocknenwas dried over magnesium sulfate
5. 5
   SonstigeThe solvent was removed by distillation under the reduced pressure
6. 6
   Sonstigethe residue was purified by column chromatography

Vorschrift

2-Amino-pyridine-3-carbaldehyde (100 mg) and 2-chloro-1-phenyl-ethanone (127 mg) were suspended in a 5 N aqueous sodium hydroxide solution (0.6 ml), and the suspension was hermetically sealed and, in this state, was allowed to stand for 3 days. The reaction solution was neutralized with 10% hydrochloric acid. Dichloromethane was then added thereto, and the mixture was extracted. The dichloromethane layer was washed with water and saturated brine and was dried over magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform-methanol to give 2-phenyl-[1,8]naphthyridin-3-ol (23 mg, yield 13%).

Quelle